Looks like he is between a rock and a hard place. If he reveals to his parents that he is dating a worldling (anyone who is not JW) he will probably end up disfellowshipped, lose family and friends, be shunned by them and kicked out of house and home. So my advice is, don't make this personal.
However If you determine to contiue the secretive relationship till he gets a financial footing, you should find out If he is truly and totally mentally out of Watchtower religion. If he is still mentally in (e.g. still believes non-JWs will be destroyed at Armageddon) i would say run for the hills Gal.